Considered a set of tools and collaborative technologies, Web 2.0 is defined as a new platform for easy access and use, allowing the sharing of information among people and organizations, and where the user has a new role, more collaborative, interactive and important, in the knowledge's sharing. In the literature seems to be some doubt about the term Web 2.0, if represents a new version of the Web, or if it's just a marketing handling to position a set of features that already existed, but when together have a different value. At the organizational level the concept used for adoption and utilization of the technologies and tools of Web 2.0 is Enterprise 2.0, which some companies have realized the benefits associated with this integration, but others not. Due to the gap in studies performed in Portugal, and given the importance that has been giving on surveys and case studies conducted worldwide, could not fail to analyze the Portuguese experience, in order to understand what tools have been adopted, the reasons of the adoption and if there are benefits. Also, notice what stage of adoption of Web 2.0 tools and technologies are the companies, and encourage other companies to become part of world 2.0. It will be reviewed the literature and analyzed the experience of four companies from different sectors and sizes, but with one thing in common, the Web 2.0.